TROPOMYOSIN-RELATED KINASE (trk) INHIBITORS

A method of treating a condition selected from the group consisting of osteoarthritis and pain in a patient, comprising administering to a patient in need thereof a pharmaceutical composition comprising a compound of Formula (II) in order to treat the condition, wherein Formula II is represented by:

• or a pharmaceutically acceptable salt thereof, wherein:
• n is 1, 2, or 3;
• m is 0, 1, 2, or 3;
• Q1 is (C2-C9)heteroaryl optionally substituted by one to four groups selected from (C1-C10)alkyl, (C2-C9)heteroalkyl, (C3-C10)cycloalkyl, (C2-C9)heterocycloalkyl, (C1-C10)alkylamine, (C1-C10)alkyl-C(O)O—, (C1-C10)alkyl-O—, —OH, or —NH2;
• Q2 is (C6-C14)aryl, (C2-C9)heteroaryl, (C3-C10)cycloalkyl, or (C2-C9)heterocycloalkyl, wherein the (C6-C14)aryl, (C2-C9)heteroaryl, (C3-C10)cycloalkyl, or (C2-C9)heterocycloalkyl is optionally substituted by one to four groups selected from (C1-C10)alkyl, (C2-C9)heteroalkyl, (C3-C10)cycloalkyl, (C2-C9)heterocycloalkyl, (C1-C10)alkylamine, (C1-C10)alkyl-C(O)O—, (C1-C10)alkyl-O—, —OH, or —NH2;
• X is CH, N, or CR9, wherein R9 is (C1-C10)alkyl;
• R1 is (C1-C10)alkylamine or NH2;
• and
• R2 is (C1-C10)alkylamine or (C1-C10)alkyl-O—.

A method of treating pain associated with osteoarthritis in a patient, comprising administering to a patient in need thereof a pharmaceutical composition comprising a compound of Formula (II) in order to treat the pain associated with osteoarthritis, wherein Formula II is represented by:

• or a pharmaceutically acceptable salt thereof, wherein:
• n is 1, 2, or 3;
• m is 0, 1, 2, or 3;
• Q1 is (C2-C9)heteroaryl optionally substituted by one to four groups selected from (C1-C10)alkyl, (C2-C9)heteroalkyl, (C3-C10)cycloalkyl, (C2-C9)heterocycloalkyl, (C1-C10)alkylamine, (C1-C10)alkyl-C(O)O—, (C1-C10)alkyl-O—, —OH, or —NH2;
• Q2 is (C6-C14)aryl, (C2-C9)heteroaryl, (C3-C10)cycloalkyl, or (C2-C9)heterocycloalkyl, wherein the (C6-C14)aryl, (C2-C9)heteroaryl, (C3-C10)cycloalkyl, or (C2-C9)heterocycloalkyl is optionally substituted by one to four groups selected from (C1-C10)alkyl, (C2-C9)heteroalkyl, (C3-C10)cycloalkyl, (C2-C9)heterocycloalkyl, (C1-C10)alkylamine, (C1-C10)alkyl-C(O)O—, (C1-C10)alkyl-O—, —OH, or —NH2;
• X is CH, N, or CR9, wherein R9 is (C1-C10)alkyl;
• R1 is (C1-C10)alkylamine or NH2;
• and
• R2 is (C1-C10)alkylamine or (C1-C10)alkyl-O—.